| Tottenham Hotspur FC v Wolverhampton Wanderers FC 25/01/1969 | £4.50 | |
| Tottenham Hotspur FC v Queens Park Rangers FC 29/01/1969 | £3.50 | |
| Tottenham Hotspur FC v Queens Park Rangers FC 29/01/1969 | £3.50 | |
| Tottenham Hotspur FC v Aston Villa FC 12/02/1969 | £8.50 | |
| Tottenham Hotspur FC v Aston Villa FC 12/02/1969 | £6.50 | |
| Queens Park Rangers FC v Tottenham Hotspur FC 15/02/1969 | £3.50 | |
| Tottenham Hotspur FC v Southampton FC 19/02/1969 | £3.50 | |
| Tottenham Hotspur FC v Wolverhampton Wanderers FC 22/02/1969 | £3.00 | |
| Tottenham Hotspur FC v Wolverhampton Wanderers FC 22/02/1969 | £2.50 | |
| Manchester City FC v Tottenham Hotspur FC 01/03/1969 | £6.00 | |
| Tottenham Hotspur FC v Everton FC 08/03/1969 | £1.50 | |
| Tottenham Hotspur FC v Everton FC 08/03/1969 | £2.50 |